84586-48-1

Basic information

• Product Name: (E)-2-methyl-4-styrylquinolin
• Synonyms: (E)-2-methyl-4-styrylquinolin
• CAS NO: 84586-48-1
• Molecular Weight: 245.324
• Mol File: 84586-48-1.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: (E)-2-methyl-4-styrylquinolin(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-2-methyl-4-styrylquinolin(84586-48-1)
• EPA Substance Registry System: (E)-2-methyl-4-styrylquinolin(84586-48-1)

Safety Data

• Hazardous Substances Data: 84586-48-1(Hazardous Substances Data)

Upstream product

• 100-42-5 styrene 
• 99361-09-8 4-iodo-2-methylquinoline 
• 4295-06-1 4-chloro-2-methylquinoline 
• 201852-49-5 potassium (E)-trifluoro(styryl)borate 

Relevant articles and documents

General reaction conditions for the palladium-catalyzed vinylation of aryl chlorides with potassium alkenyltrifluoroborates

(Chemical Equation Presented) Activated and deactivated aryl and heteroaryl chlorides are efficiently cross-coupled with potassium vinyl- and alkenyltrifluoroborates using 4-hydroxyacetophenone oxime derived palladacycle as precatalyst in 1 to 3 mol % Pd loading, Binap as ligand, and Cs 2CO3 as base in DMF at 120°C. The reactions can also be performed using Pd(OAc)2 as Pd(0) source, although with lower efficiency. Bidentate ligands such as Binap and dppp can be used, the former being the best choice. Only in the case of deactivated aryl chlorides should the reaction temperature be increased to 160°C to achieve good yields. The corresponding cross-coupled compounds, such as styrenes, stilbenes, and alkenylarenes, are obtained in good yields and with high regio- and diastereoselectivity. 2009 American Chemical Society.